Acid-cleavable compound, use in protein conjugates and drug deli

Details Acid-cleavable compound, use in protein conjugates and drug deli Acid-cleavable compound, use in protein conjugates and drug deli

1985-04-26

1986-02-11

Kight, John

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260112B, 260112G, 527200, 527204, 424 85, 424 88, C07D51900, C07D52100

Patent

active

045697892

ABSTRACT:
Amino-sulfhydryl cross-linking reagents that are cleavable under mildly acidic conditions are disclosed. Also disclosed are methods of making the cross-linkers, as well as methods of using the cross-linkers, e.g., to deliver a biologically active substance across the membranes of selected cells in a heterogeneous cell population; once inside the cell the active substance is released, intact, by the transient, mild acidity of certain cell structures. Finally, a method of characterizing complex multi-chain protein structures is disclosed.

REFERENCES:
patent: 2197574 (1938-04-01), Watt
patent: 3455832 (1969-07-01), Davis
patent: 4107174 (1978-08-01), Baumann et al.
patent: 4150033 (1979-04-01), Kitagawa
patent: 4410542 (1983-10-01), Iwao et al.
Lutter et al, "The Use of a New Series of Cleavable Protein-Crosslinkers on the Escherichia Coli Ribosome" FEBS Letters, vol. 48, No. 2, Nov. 1974 pp. 288-292.
Lambert et al, "The Subunit Interface of the Escherichia Coli Ribosome" J. Mol. Biol. (1981) 149, pp. 451-476.
Wang et al, "The Behavior of Cleavable Crosslinking Reagents Based on the Disulfide Group", Israel Journal of Chemistry, vol. 12, Nos. 1-2, 1974 pp.375-389.
Carlsson et al, "Protein Thiolation and Reversible Protein-Protein Conjugation" Biochem J. (1978) 173, pp. 723-737.

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